TBT: How Do I Know When To Sell My Property?

TBT: How Do I Know When To Sell My Property?

From Passive Real Estate Investing by Real Estate Investing with Marco Santarelli, Investor and Entrepreneur.

March 12, 2026 · 19 min · Episode 596

About this episode

Marco discusses key factors to consider when deciding whether to sell a struggling rental property.

Click Here for the Show Notes Feeling stuck with a rental property that’s draining your wallet instead of building your wealth? In this episode, Marco answers a listener question from Kelly, who’s been struggling with two Baltimore properties that have produced over $20,000 in losses, constant tenant issues, damages, and even squatters. Marco breaks down the key factors every investor should analyze before deciding whether to hold or sell—like market trends, return on equity, neighborhood quality, property performance, maintenance risks, and personal financial goals. He also explains the “tipping point” where negative cash flow and ongoing stress may signal it’s time to reposition your equity into better-performing assets. If you’re wondering whether a struggling rental is worth keeping—or when to cut your losses—this episode offers practical insights to help you make a smarter, more strategic decision. 🎧 Listen now to learn how to evaluate your properties like a seasoned investor! -------------------------------- Throwback Thursday Episode (The episode originally took place in the year 2024) This episode is part of our Throwback Series and may include references to older…

People in this episode

Host: Marco

Topics covered

  • property management
  • real estate investing
  • financial decision making

Keywords

  • rental property
  • market trends
  • cash flow
  • equity repositioning

Mentioned in this episode

Books & works: The Ultimate Guide to Passive Real Estate Investing

Places: Baltimore

More episodes of Passive Real Estate Investing

Explore listener stats, chart rankings, contacts and more on the Passive Real Estate Investing podcast page.